Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H32O8 |
Molecular Weight | 424.4847 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@H](OC(C)=O)[C@]3(CO3)[C@@]1([H])[C@H](OC(=O)CC(C)C)OC=C2COC(=O)CC(C)C
InChI
InChIKey=PHHROXLDZHUIGO-PNBTUHDLSA-N
InChI=1S/C22H32O8/c1-12(2)6-18(24)26-9-15-10-27-21(30-19(25)7-13(3)4)20-16(15)8-17(29-14(5)23)22(20)11-28-22/h10,12-13,16-17,20-21H,6-9,11H2,1-5H3/t16-,17+,20-,21+,22-/m1/s1
DescriptionSources: ISBN-13: 978-0895298645Curator's Comment: description was created based on several sources, including http://customers.hbci.com/~wenonah/new/nieper.htm
Sources: ISBN-13: 978-0895298645
Curator's Comment: description was created based on several sources, including http://customers.hbci.com/~wenonah/new/nieper.htm
Didrovaltrate is an active compound derived from Valeriana plant. In experiments with rat HTC cells, didrovaltrate showed considerable cytotoxicity which made it a promising agent for the treatment of cancer. There are no clinical trials available on the drug, however, there are studies reporting its clinical use (under the name Valmane) in patients with kidney cancer, oral cavity cancer, breast cancer and lung cancer. It is believed that the drugs acts by inhibiting the protein synthesis. The current marketing status of the drug is unknown and supposed to be "discontinued".
Originator
Approval Year
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | VALMANE Approved UseUnknown Launch Date1983 |
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Primary | VALMANE Approved UseUnknown Launch Date1983 |
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Primary | VALMANE Approved UseUnknown Launch Date1983 |
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Primary | VALMANE Approved UseUnknown Launch Date1983 |
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Primary | VALMANE Approved UseUnknown Launch Date1983 |
PubMed
Title | Date | PubMed |
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[In vitro- and vivo-metabolism of 14C-didrovaltrate (author's transl)]. | 1980 Apr |
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HPCL Separation and quantitative determination of valepotriates from Valeriana kilimandascharica. | 1981 Oct |
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Antispasmodic effects of valeriana compounds: an in-vivo and in-vitro study on the guinea-pig ileum. | 1982 Jun |
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Valepotriate content in different in vitro cultures of Valerianaceae and characterization of Valeriana officinalis L. callus during a growth period. | 1983 Oct 21 |
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[The synthesis of valperinol and various 3-aminomethyl derivatives of 2,9-dioxatricyclo[4,3,1,0(3,7)]decane from didrovaltrate]. | 1984 |
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The Structure of New Valepotriates from Tissue Cultures of Valeriana wallichii. | 1984 Jun |
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Effects of thiol compounds versus the cytotoxicity of valepotriates on cultured hepatoma cells. | 1990 Apr |
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Valerian-derived sedative agents. I. On the structure and spectral assignment of the constituents of valmane using the selective INEPT nuclear magnetic resonance technique. | 1991 Sep |
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High-yield production of valepotriates by hairy root cultures of Valeriana officnalis L. var. sambucifolia Mikan. | 1992 Jul |
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Effect of valepotriates on the behavior of rats in the elevated plus-maze during diazepam withdrawal. | 1994 Aug 1 |
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Effect of didrovaltrate on I-calcium current in rabbit ventricular myocytes. | 2012 Sep |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2353067
HTC cells (rat cultured hepatoma cells) were incubated in 75 ml culture flasks at 37 C. After reacjing a density of 8*10(5) cells/ml (3-4 days), cells were treated with etanol solution of didrovaltrate (50 ul per 75 ml of culture flasks).
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C29756
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C77251
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ACTIVE MOIETY